2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid
• CAS No.: 138809-95-7
• Molecular Formula: C₂₇H₂₈O₆
• Molecular Weight: 448.516
• Mol file: 138809-95-7.mol

Synonyms:2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid

Chemical Property of 2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid

There total 1 articles about 2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,5-anhydro-3,4,6-tri-O-benzyl-D-allononitrile (52492-43-0,52492-44-1,82267-01-4,82267-02-5,139189-60-9) → (2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-carboxylic acid (42890-06-2) + 2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid (138809-95-7)

Guidance literature:

With potassium hydroxide; water; In tetrahydrofuran; methanol; for 4h; Heating;

Reference yield: 80.0%

para-bromoacetophenone (99-90-1) + 2,3,5-tri-O-benzyl-α-D-ribofuranosylmethanoic acid (138809-95-7) → 1-(4-((2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)phenyl)ethanone

Guidance literature:

With [2,2]bipyridinyl; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; nickel dibromide; In N,N-dimethyl-formamide; at 30 ℃; for 24h; stereoselective reaction; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1039/c9cc07184a

Reference yield: 79.0%

1-(2,3,5-Tri-O-benzyl)-D-ribofuranosylcarboxylic acid (42890-06-2,136520-25-7,138809-95-7) + 1-Phenylethynyl-1H-1λ3-benzo[d][1,2]iodoxol-3-one → 1-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-2-phenylacetylene (113889-66-0)

Guidance literature:

With [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)₂(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF₆; potassium carbonate; In dichloromethane; at 40 ℃; for 4h; stereoselective reaction; Schlenk technique; Irradiation; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1002/cjoc.202100438

upstream raw materials:

2,5-anhydro-3,4,6-tri-O-benzyl-D-allononitrile

Downstream raw materials:

(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

4-methyl-2-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)quinoline

4-methyl-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)quinoline

methyl 2-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)isonicotinate